2-Hydroxy-5-nitrobenzoic acid - ≥98% , CAS No.96-97-9

CAS: 96-97-9 Cat. No.: H120323 Molecular Weight: 183.12 Beilstein Registry Number: 2213719 EC Number: 202-548-8

GRADE & PURITY ≥98%

Synonyms

SCHEMBL129889 | SY012884 | 2-Hydroxy-5-nitrobenzoic acid, 99% | 5-nitro salicyclic acid | 5-nitro-2-oxidanyl-benzoic acid | 5-NITROSALICYCLIC ACID | DTXSID2059142 | A845661 | W-100125 | 82L9G7FYZ3 | NSC183 | NSC-183 | AI3-08840 | AK-918/40744396 | AMY2823

Storage

Room temperature

Shipped In

Normal

Overview

2-Hydroxy-5-nitrobenzoic acid inhibits the activity of wild type-bovine low Mr protein tyrosine phosphatase. The inhibition constant has been evaluated.

Specifications

Synonyms

SCHEMBL129889 | SY012884 | 2-Hydroxy-5-nitrobenzoic acid, 99% | 5-nitro salicyclic acid | 5-nitro-2-oxidanyl-benzoic acid | 5-NITROSALICYCLIC ACID | DTXSID2059142 | A845661 | W-100125 | 82L9G7FYZ3 | NSC183 | NSC-183 | AI3-08840 | AK-918/40744396 | AMY2823

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180381
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180381
• Canonical Smiles: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)O
• IUPAC Name: 2-hydroxy-5-nitrobenzoic acid
• InChIKey: PPDRLQLKHRZIJC-UHFFFAOYSA-N
• INCHI: 1S/C7H5NO5/c9-6-2-1-4(8(12)13)3-5(6)7(10)11/h1-3,9H,(H,10,11)
• Isomeric SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)O
• WGK Germany: 3
• Molecular Weight: 183.12
• Beilstein: 2213719
• Reaxy-Rn: 2213719
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2213719&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzoic acids and derivatives
• Alternative Parents: Salicylic acids Nitrophenols Benzoic acids Nitrobenzenes Benzoyl derivatives Nitroaromatic compounds 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Carboxylic acids Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzoate - Hydroxybenzoic acid - Nitrophenol - Salicylic acid or derivatives - Salicylic acid - Benzoic acid - Nitrobenzene - Nitroaromatic compound - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Vinylogous acid - C-nitro compound - Organic nitro compound - Organic 1,3-dipolar compound - Organic oxoazanium - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. These are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms.
• External Descriptors: monohydroxybenzoic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HEK293 (82097 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Colon (26 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water 1g/1475ml
• Melt Point(°C): 236°C
• Molecular Weight: 183.120 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 183.017 Da
• Monoisotopic Mass: 183.017 Da
• Topological Polar Surface Area: 103.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 223.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jiayue Dong, Peizeng Yang, Gregory V. Korshin, Junhe Lu.  (2023)  Bromide Catalyzes the Transformation of Nitrite by Sulfate Radical Oxidation.  ACS ES&T Water,      [PMID:] [10.1021/acsestwater.3c00257]

2. Jiayue Dong, Peizeng Yang, Jing Chen, Yuefei Ji, Junhe Lu.  (2022)  Nitrophenolic byproducts formation during sulfate radical oxidation and their fate in simulated drinking water treatment processes.  WATER RESEARCH,      [PMID:36088770] [10.1016/j.watres.2022.119054]

3. Kai Sun, Jiaying Yu, Jinzhong Hu, Jian Chen, Jia Song, Zhixin Chen, Zhuoer Cai, Zhuoxuan Lu, Liming Zhang, Zhifei Wang.  (2022)  Salicylic acid-based hypoxia-responsive chemodynamic nanomedicines boost antitumor immunotherapy by modulating immunosuppressive tumor microenvironment.  Acta Biomaterialia,      [PMID:35724919] [10.1016/j.actbio.2022.06.026]

4. Xu Gao, Qi Zhang, Ziyi Yang, Yuefei Ji, Jing Chen, Junhe Lu.  (2022)  Formation of Nitrophenolic Byproducts during UV-Activated Peroxydisulfate Oxidation in the Presence of Nitrate.  ACS ES&T Engineering,      [PMID:] [10.1021/acsestengg.1c00356]

5. Qi Zhou, Xuelin Dong, Binbin Zhang, Shan Lu, Xinwei Zhang, Qin Wang, Yonggui Liao, Yajiang Yang, Hong Wang.  (2020)  Luminescence sensitization of terbium-loaded supramolecular gels by hydroxybenzoic acids and used for salicylates sensing.  TALANTA,      [PMID:33592780] [10.1016/j.talanta.2020.122061]

6. Peizeng Yang, Li Qian, Yan Cheng, Yuefei Ji, Junhe Lu, Deyang Kong.  (2020)  Formation of nitrophenolic byproducts in soils subjected to sulfate radical oxidation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.126316]

7. Yan Yan, Jinyao Sun, Xianting Xie, Pengchong Wang, Ying Sun, Yalin Dong, Jianfeng Xing.  (2018)  Colon-targeting mutual prodrugs of 5-aminosalicylic acid and butyrate for the treatment of ulcerative colitis.  RSC Advances,  8  (5): (2561-2574).  [PMID:35541446] [10.1039/C7RA13011B]

8. Jiayue Dong, Peizeng Yang, Deyang Kong, Yiqiang Song, Junhe Lu.  (2024)  Formation of nitrated naphthalene in the sulfate radical oxidation process in the presence of nitrite.  WATER RESEARCH,      [PMID:38574612] [10.1016/j.watres.2024.121546]